Reacción #167127

Ecuación de reacción

4,6,4′,6′-tetramethoxy-biphenyl-2,2′-dicarboxylic acid dimethyl ester

LiAlH4

→

(6′-hydroxymethyl-4,6,2′,4′-tetramethoxy-biphenyl-2-yl)-methanol

Rendimiento 79.4%

Disolventes

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe mixture was quenched with water and 2N HCl (24 mL)
2. 2
   workup.ADDITIONwas added
3. 3
   OtroThe mixture was evaporated under vacuum
4. 4
   Otropartitioned with DCM (300 mL) and water (200 mL)
5. 5
   SecadoThe organic layer was dried over Na2SO4
6. 6
   Otrocrystallized with DCM

Procedimiento

4,6,4′,6′-tetramethoxy-biphenyl-2,2′-dicarboxylic acid dimethyl ester (2.5 g) was dissolved in THF (96 mL), and 1M LiAlH4 in THF (9.6 mL) was added . After stirring at room temperature for overnight, the mixture was quenched with water and 2N HCl (24 mL) was added. The mixture was evaporated under vacuum and partitioned with DCM (300 mL) and water (200 mL). The organic layer was dried over Na2SO4 and crystallized with DCM to provide (6′-hydroxymethyl-4,6,2′,4′-tetramethoxy-biphenyl-2-yl)-methanol (1.7 g, 77%) as a pale blue white triclinic crystals.

Fuente